Structure Database (LMSD)

Common Name
Japonicone
Systematic Name
2β,3β,14α,20-tetrahydroxy-24-methylene-22R,25-epoxy-5β-cholest-7-en-6-one
Synonyms
  • 24-methyleneshidasterone
LM ID
LMST01031338
Formula
C28H42O6
Exact Mass
Calculate m/z
474.29814
Sum Composition
ST 29:3;O8
Status
Curated
Show lipids differing only in stereochemistry/bond geometry

Classification

Category
Main Class
Sub Class
Sterol Lipids [ST]
Sterols [ST01]
Ergosterols and C24-methyl derivatives [ST0103]

References

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Sagina japonica (#254022)
Magnoliopsida (#3398)
Three phytoecdysteroids from Sagina japonica and potential biotransforming pathways of japonicone,
Chem Nat Comp, 2010

String Representations

InChiKey (Click to copy)
IPJLOFDOKBDRGY-IJYGRGDZSA-N
InChi (Click to copy)
InChI=1S/C28H42O6/c1-15-11-23(34-24(15,2)3)27(6,32)22-8-10-28(33)17-12-19(29)18-13-20(30)21(31)14-25(18,4)16(17)7-9-26(22,28)5/h12,16,18,20-23,30-33H,1,7-11,13-14H2,2-6H3/t16-,18-,20+,21-,22-,23+,25+,26+,27+,28+/m0/s1
SMILES (Click to copy)
C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@](CC[C@]4([C@@]3(O)CC[C@]4([H])[C@](O)(C)[C@H]3CC(=C)C(C)(C)O3)C)([H])[C@]21C

Other Databases

PubChem CID
101431681

Calculated Physicochemical Properties

Heavy Atoms 34
Rings 5
Aromatic Rings
Rotatable Bonds 2
Van der Waals Molecular Volume 475.98
Topological Polar Surface Area 109.29
Hydrogen Bond Donors 4
Hydrogen Bond Acceptors 6
logP 4.78
Molar Refractivity 130.84

Admin

Created at
6th Oct 2023
Updated at
6th Oct 2023